data_32K
# 
_chem_comp.id                                    32K 
_chem_comp.name                                  "2-(3-chlorophenoxy)-3-methoxy-4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 Cl N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-05-23 
_chem_comp.pdbx_modified_date                    2014-06-06 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        499.943 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     32K 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4QG7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
32K C1  C1  C  0 1 N N N 12.583 -3.146 0.945  7.008  -2.769 1.882  C1  32K 1  
32K C2  C2  C  0 1 N N N 11.998 -1.776 0.843  6.534  -1.701 0.930  C2  32K 2  
32K C3  C3  C  0 1 N N N 11.545 -1.062 1.889  5.391  -1.024 1.175  C3  32K 3  
32K N4  N4  N  0 1 N N N 10.987 0.196  1.783  4.976  -0.058 0.300  N4  32K 4  
32K C5  C5  C  0 1 N N N 10.906 0.845  0.571  5.694  0.223  -0.803 C5  32K 5  
32K O6  O6  O  0 1 N N N 10.483 1.988  0.440  5.306  1.086  -1.567 O6  32K 6  
32K N7  N7  N  0 1 N N N 11.350 0.107  -0.508 6.836  -0.436 -1.071 N7  32K 7  
32K C8  C8  C  0 1 N N N 11.894 -1.158 -0.495 7.283  -1.391 -0.231 C8  32K 8  
32K O9  O9  O  0 1 N N N 12.277 -1.740 -1.511 8.316  -1.988 -0.473 O9  32K 9  
32K C10 C10 C  0 1 N N S 10.435 0.874  2.941  3.736  0.677  0.566  C10 32K 10 
32K C11 C11 C  0 1 N N N 9.578  -0.017 3.839  4.044  2.172  0.688  C11 32K 11 
32K C12 C12 C  0 1 N N N 9.006  0.787  4.994  2.737  2.938  0.905  C12 32K 12 
32K C13 C13 C  0 1 N N N 10.160 1.397  5.779  1.784  2.652  -0.257 C13 32K 13 
32K N14 N14 N  0 1 N N N 10.932 2.280  4.852  1.520  1.209  -0.331 N14 32K 14 
32K C15 C15 C  0 1 N N N 11.537 1.537  3.715  2.754  0.456  -0.587 C15 32K 15 
32K C16 C16 C  0 1 N N N 11.924 3.213  5.459  0.501  0.912  -1.347 C16 32K 16 
32K C17 C17 C  0 1 Y N N 13.139 2.540  6.031  -0.860 1.282  -0.818 C17 32K 17 
32K C18 C18 C  0 1 Y N N 13.084 2.140  7.353  -1.494 2.422  -1.284 C18 32K 18 
32K C19 C19 C  0 1 Y N N 14.156 1.502  7.927  -2.739 2.771  -0.807 C19 32K 19 
32K C20 C20 C  0 1 Y N N 15.309 1.272  7.202  -3.369 1.973  0.152  C20 32K 20 
32K C21 C21 C  0 1 Y N N 15.385 1.694  5.883  -2.728 0.819  0.624  C21 32K 21 
32K C22 C22 C  0 1 Y N N 14.304 2.337  5.297  -1.473 0.478  0.128  C22 32K 22 
32K O23 O23 O  0 1 N N N 14.386 2.770  3.968  -0.844 -0.640 0.581  O23 32K 23 
32K C24 C24 C  0 1 N N N 15.084 4.031  3.947  -1.006 -1.832 -0.191 C24 32K 24 
32K O25 O25 O  0 1 N N N 16.559 1.520  5.167  -3.330 0.037  1.555  O25 32K 25 
32K C26 C26 C  0 1 Y N N 16.654 0.467  4.276  -4.127 -0.974 1.120  C26 32K 26 
32K C27 C27 C  0 1 Y N N 15.877 -0.679 4.348  -4.764 -1.800 2.036  C27 32K 27 
32K C28 C28 C  0 1 Y N N 16.058 -1.699 3.427  -5.574 -2.826 1.592  C28 32K 28 
32K C29 C29 C  0 1 Y N N 17.009 -1.553 2.436  -5.753 -3.032 0.237  C29 32K 29 
32K C30 C30 C  0 1 Y N N 17.783 -0.409 2.383  -5.119 -2.210 -0.679 C30 32K 30 
32K C31 C31 C  0 1 Y N N 17.622 0.606  3.304  -4.312 -1.177 -0.239 C31 32K 31 
32K CL  CL  CL 0 0 N N N 18.966 -0.198 1.147  -5.344 -2.471 -2.380 CL  32K 32 
32K C33 C33 C  0 1 N N N 16.425 0.590  7.869  -4.700 2.343  0.665  C33 32K 33 
32K O34 O34 O  0 1 N N N 16.893 1.127  8.904  -5.313 3.453  0.210  O34 32K 34 
32K O35 O35 O  0 1 N N N 16.828 -0.482 7.364  -5.245 1.646  1.499  O35 32K 35 
32K H1  H1  H  0 1 N N N 12.591 -3.464 1.998  6.591  -3.731 1.586  H1  32K 36 
32K H2  H2  H  0 1 N N N 11.976 -3.848 0.355  8.096  -2.820 1.857  H2  32K 37 
32K H3  H3  H  0 1 N N N 13.612 -3.135 0.557  6.679  -2.526 2.893  H3  32K 38 
32K H4  H4  H  0 1 N N N 11.623 -1.500 2.873  4.809  -1.244 2.057  H4  32K 39 
32K H5  H5  H  0 1 N N N 11.267 0.542  -1.404 7.344  -0.218 -1.868 H5  32K 40 
32K H6  H6  H  0 1 N N N 9.777  1.675  2.573  3.293  0.319  1.495  H6  32K 41 
32K H7  H7  H  0 1 N N N 8.752  -0.440 3.248  4.710  2.339  1.535  H7  32K 42 
32K H8  H8  H  0 1 N N N 10.199 -0.833 4.238  4.523  2.521  -0.227 H8  32K 43 
32K H9  H9  H  0 1 N N N 8.359  1.587  4.604  2.278  2.617  1.840  H9  32K 44 
32K H10 H10 H  0 1 N N N 8.419  0.127  5.650  2.945  4.007  0.950  H10 32K 45 
32K H11 H11 H  0 1 N N N 10.812 0.600  6.165  0.846  3.185  -0.098 H11 32K 46 
32K H12 H12 H  0 1 N N N 9.768  1.989  6.619  2.238  2.986  -1.190 H12 32K 47 
32K H14 H14 H  0 1 N N N 12.233 0.775  4.097  3.204  0.801  -1.518 H14 32K 48 
32K H15 H15 H  0 1 N N N 12.081 2.236  3.062  2.521  -0.606 -0.668 H15 32K 49 
32K H16 H16 H  0 1 N N N 12.255 3.917  4.681  0.709  1.488  -2.249 H16 32K 50 
32K H17 H17 H  0 1 N N N 11.425 3.767  6.267  0.523  -0.152 -1.583 H17 32K 51 
32K H18 H18 H  0 1 N N N 12.195 2.330  7.936  -1.010 3.041  -2.025 H18 32K 52 
32K H19 H19 H  0 1 N N N 14.097 1.177  8.955  -3.227 3.661  -1.174 H19 32K 53 
32K H20 H20 H  0 1 N N N 15.160 4.391  2.910  -2.047 -2.153 -0.149 H20 32K 54 
32K H21 H21 H  0 1 N N N 14.531 4.766  4.551  -0.728 -1.635 -1.226 H21 32K 55 
32K H22 H22 H  0 1 N N N 16.093 3.898  4.364  -0.367 -2.616 0.214  H22 32K 56 
32K H23 H23 H  0 1 N N N 15.130 -0.777 5.122  -4.624 -1.640 3.095  H23 32K 57 
32K H24 H24 H  0 1 N N N 15.462 -2.598 3.484  -6.069 -3.469 2.305  H24 32K 58 
32K H25 H25 H  0 1 N N N 17.148 -2.333 1.702  -6.387 -3.835 -0.108 H25 32K 59 
32K H26 H26 H  0 1 N N N 18.241 1.490  3.264  -3.817 -0.536 -0.954 H26 32K 60 
32K H27 H27 H  0 1 N N N 17.601 0.594  9.245  -6.185 3.654  0.576  H27 32K 61 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
32K O9  C8  DOUB N N 1  
32K N7  C8  SING N N 2  
32K N7  C5  SING N N 3  
32K C8  C2  SING N N 4  
32K O6  C5  DOUB N N 5  
32K C5  N4  SING N N 6  
32K C2  C1  SING N N 7  
32K C2  C3  DOUB N N 8  
32K CL  C30 SING N N 9  
32K N4  C3  SING N N 10 
32K N4  C10 SING N N 11 
32K C30 C29 DOUB Y N 12 
32K C30 C31 SING Y N 13 
32K C29 C28 SING Y N 14 
32K C10 C15 SING N N 15 
32K C10 C11 SING N N 16 
32K C31 C26 DOUB Y N 17 
32K C28 C27 DOUB Y N 18 
32K C15 N14 SING N N 19 
32K C11 C12 SING N N 20 
32K C24 O23 SING N N 21 
32K O23 C22 SING N N 22 
32K C26 C27 SING Y N 23 
32K C26 O25 SING N N 24 
32K N14 C16 SING N N 25 
32K N14 C13 SING N N 26 
32K C12 C13 SING N N 27 
32K O25 C21 SING N N 28 
32K C22 C21 DOUB Y N 29 
32K C22 C17 SING Y N 30 
32K C16 C17 SING N N 31 
32K C21 C20 SING Y N 32 
32K C17 C18 DOUB Y N 33 
32K C20 C33 SING N N 34 
32K C20 C19 DOUB Y N 35 
32K C18 C19 SING Y N 36 
32K O35 C33 DOUB N N 37 
32K C33 O34 SING N N 38 
32K C1  H1  SING N N 39 
32K C1  H2  SING N N 40 
32K C1  H3  SING N N 41 
32K C3  H4  SING N N 42 
32K N7  H5  SING N N 43 
32K C10 H6  SING N N 44 
32K C11 H7  SING N N 45 
32K C11 H8  SING N N 46 
32K C12 H9  SING N N 47 
32K C12 H10 SING N N 48 
32K C13 H11 SING N N 49 
32K C13 H12 SING N N 50 
32K C15 H14 SING N N 51 
32K C15 H15 SING N N 52 
32K C16 H16 SING N N 53 
32K C16 H17 SING N N 54 
32K C18 H18 SING N N 55 
32K C19 H19 SING N N 56 
32K C24 H20 SING N N 57 
32K C24 H21 SING N N 58 
32K C24 H22 SING N N 59 
32K C27 H23 SING N N 60 
32K C28 H24 SING N N 61 
32K C29 H25 SING N N 62 
32K C31 H26 SING N N 63 
32K O34 H27 SING N N 64 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
32K SMILES           ACDLabs              12.01 "O=C(O)c2ccc(c(OC)c2Oc1cccc(Cl)c1)CN4CCCC(N3C=C(C(=O)NC3=O)C)C4"                                                                                                                                              
32K InChI            InChI                1.03  "InChI=1S/C25H26ClN3O6/c1-15-12-29(25(33)27-23(15)30)18-6-4-10-28(14-18)13-16-8-9-20(24(31)32)22(21(16)34-2)35-19-7-3-5-17(26)11-19/h3,5,7-9,11-12,18H,4,6,10,13-14H2,1-2H3,(H,31,32)(H,27,30,33)/t18-/m0/s1" 
32K InChIKey         InChI                1.03  ZKCQEFJHWRKVMG-SFHVURJKSA-N                                                                                                                                                                                   
32K SMILES_CANONICAL CACTVS               3.385 "COc1c(CN2CCC[C@@H](C2)N3C=C(C)C(=O)NC3=O)ccc(C(O)=O)c1Oc4cccc(Cl)c4"                                                                                                                                         
32K SMILES           CACTVS               3.385 "COc1c(CN2CCC[CH](C2)N3C=C(C)C(=O)NC3=O)ccc(C(O)=O)c1Oc4cccc(Cl)c4"                                                                                                                                           
32K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)Cc3ccc(c(c3OC)Oc4cccc(c4)Cl)C(=O)O"                                                                                                                                          
32K SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)Cc3ccc(c(c3OC)Oc4cccc(c4)Cl)C(=O)O"                                                                                                                                              
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
32K "SYSTEMATIC NAME" ACDLabs              12.01 "2-(3-chlorophenoxy)-3-methoxy-4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}benzoic acid" 
32K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-chloranylphenoxy)-3-methoxy-4-[[(3S)-3-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]piperidin-1-yl]methyl]benzoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
32K "Create component" 2014-05-23 RCSB 
32K "Initial release"  2014-06-11 RCSB 
# 
